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$3,895,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2,170 Sq. Ft.
  • 0.11 Acres
  • Updated 2 hours ago
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LUXURY COTTAGE STYLE LIVING IN THE VILLAGE WITH A POOL! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. First floor opens out onto a charming brick terrace and fenced backyard, the ideal location for outdoor living and entertaining. The swimming pool is the centerpiece of the backyard space. In this delightful cottage, there are a total of 4 BEDROOMS, each with a full bath. A first-floor primary bedroom suite for comfort and convenience. An elegant staircase leads upstairs to two spacious bedrooms, each with its own private bath. Separating the bedrooms is a charming balcony lined with a wall of ample storage closets, blending style with exceptional functionality. The partially finished lower level includes over 500 square feet of finished space, including a 4th bedroom with its own sitting area, a full bath, and a separate laundry/utility room. There is over 2,000 sq feet of living space in this in-town cottage. Enjoy the benefits of in-town living with easy access to the village's vibrant restaurant and shopping scene, and also take advantage of the strong rental history.

Full Property Details for 99 Cooke St

General

  • Price: $3,895,000
  • Taxes: $6,225 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MarthasVineyardFlex
  • MLS ID: 32600015
  • Updated: Today (3/3/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 6
  • Interior Features: Wet Bar, Recessed Lighting, Pantry, Interior Balcony
  • Fireplace: Yes
  • Fireplace(s): Living Room: Electric
  • Appliances: Dishwasher, Washer, Refrigerator, Microwave, Electric Water Heater
  • Flooring: Hardwood, Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: HU Cable TV, Private Full Bath, Primary Bedroom

Other Rooms

  • Kitchen: Breakfast Bar, Pantry, Kitchen, Kitchen Island
  • Dining Room: Dining Room, Recessed Lighting
  • Laundry: Laundry Room, In Basement

Additional Information

  • Pool Description: Private, Gunite, In Ground, Heated, Private, Gunite, In Ground, Heated
  • Spa: Yes

Exterior

  • Exterior Features: Outdoor Shower

Location

  • County: Dukes
  • Driving Directions: Entering Edgartown - Upper Main Street to Cooke Street #99

Heating & Cooling

  • Heating Type: Heat Pump
  • Heating Fuel: Heat Pump

Utilities

  • Sewer: Public Sewer

Structural Information

  • Construction: Shingle Siding
  • Basement Desc.: Finished, Interior Entry, Full
  • Roof: Asphalt
  • Stories/Levels: 2
  • Square Feet: 2,170
  • Year Built: 1999
  • Property Condition: Updated/Remodeled

Lot Features

  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 5,003
  • Frontage: Public
  • Street/Road Desc.: Paved
  • Lot Features: Bike Path, Harbor, School, Shopping, Public Tennis, In Town Location, Near Golf Course, Cleared
  • Zoning: R5

Financial Considerations

  • Tax Amount: $6,225
  • Tax Year: 2026

Disclosures and Reports

  • APN: EDGA M:020C B:0171 L:
  • Property ID: EDGA M:020C B:0171 L:

Listed by Bonnie J Pierce and Mark D Jenkins

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Listing agents

— 99 Cooke St —

  • Bonnie J Pierce

  • Mark D Jenkins

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 99 Cooke St

School Districts:Edgartown School District, Martha's Vineyard School District
NameGradesDistance
Edgartown Elementary School
35 Robinson Road, Edgartown, MA 02539
PK-80.1 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-124.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 99 Cooke St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/03/2026
Listed
$3,895,000
16.76%
MLS
12/17/2024
Sold
$3,336,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 99 Cooke St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,818
7%
$2,195,400
3%
2024
$5,437
6%
$2,132,200
5%
2023
$5,135
4%
$2,037,700
25%
2022
$4,950
-10%
$1,633,600
-3%
2021
$5,523
-2%
$1,683,900
—
2020
$5,641
-3%
$1,683,900
12%
2019
$5,808
7%
$1,500,900
7%
2018
$5,450
41%
$1,408,300
29%
2017
$3,866
-2%
$1,088,900
—
2016
$3,942
15%
$1,088,900
10%
2015
$3,440
-11%
$991,300
-6%
2014
$3,882
—
$1,049,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Bonnie J Pierce and Mark D Jenkins

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99 Cooke Street, Edgartown, MA 02539 (MLS# 32600015) is a Single Family property with 4 bedrooms and 4 full bathrooms. 99 Cooke Street is currently listed for $3,895,000 and was received on March 03, 2026. Want to learn more about 99 Cooke Street? Do you have questions about finding other Single Family real estate for sale in Edgartown Village? You can browse all Edgartown Village real estate or contact a Coldwell Banker agent to request more information.

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